Methyl 2,5-Dichloronicotinate → Methyl 5-chloro-2-(3-methoxybenzyl)nicotinate

HRID 1293211Notes

Reaction equation

HRID 1293211 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Cl-].[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH2:19][Zn+]>>[Cl:12][C:9]1[CH:10]=[N:11][C:2]([CH2:19][C:18]2[CH:21]=[CH:22][CH:23]=[C:16]([O:15][CH3:14])[CH:17]=2)=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 2764318Methyl 2,5-DichloronicotinateHCID 178490226HCID 178490226, compound

Product 1

HCID 57572338Methyl 5-chloro-2-(3-methoxybenzyl)nicotinate

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 58 from methyl 2,5-dichloronicotinate and 3-methoxybenzylzinc chloride: 1H-NMR (CDCl3) δ 8.64 (1H, d, J=2.5 Hz), 8.16 (1H, d, J=2.5 Hz), 7.17 (1H, t, J=7.9 Hz), 6.83–6.70 (3H, m), 4.53 (2H, s), 3.88 (3H, s), 3.75 (3H, s).

Sources & evidence

ORD record
ord-3e0a26245f96485bb622b6fa72d6e6c3
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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